CA2686790C - Sealant composition comprising polythioether - Google Patents

Sealant composition comprising polythioether Download PDF

Info

Publication number
CA2686790C
CA2686790C CA2686790A CA2686790A CA2686790C CA 2686790 C CA2686790 C CA 2686790C CA 2686790 A CA2686790 A CA 2686790A CA 2686790 A CA2686790 A CA 2686790A CA 2686790 C CA2686790 C CA 2686790C
Authority
CA
Canada
Prior art keywords
group
value ranging
integer
functional
polythioether
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CA2686790A
Other languages
English (en)
French (fr)
Other versions
CA2686790A1 (en
Inventor
Chandra B. Rao
John R. Gilmore
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
PRC Desoto International Inc
Original Assignee
PRC Desoto International Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by PRC Desoto International Inc filed Critical PRC Desoto International Inc
Publication of CA2686790A1 publication Critical patent/CA2686790A1/en
Application granted granted Critical
Publication of CA2686790C publication Critical patent/CA2686790C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/12—Polythioether-ethers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/089—Reaction retarding agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/52—Polythioethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
    • C08G18/6415—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63 having nitrogen
    • C08G18/643—Reaction products of epoxy resins with at least equivalent amounts of amines
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/02—Polythioethers
    • C08G75/04—Polythioethers from mercapto compounds or metallic derivatives thereof
    • C08G75/045—Polythioethers from mercapto compounds or metallic derivatives thereof from mercapto compounds and unsaturated compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
    • C08L81/02—Polythioethers; Polythioether-ethers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D181/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur, with or without nitrogen, oxygen, or carbon only; Coating compositions based on polysulfones; Coating compositions based on derivatives of such polymers
    • C09D181/02—Polythioethers; Polythioether-ethers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
    • C09K3/1006—Materials in mouldable or extrudable form for sealing or packing joints or covers characterised by the chemical nature of one of its constituents
    • C09K3/1012—Sulfur-containing polymers, e.g. polysulfides
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
    • C09K3/1006—Materials in mouldable or extrudable form for sealing or packing joints or covers characterised by the chemical nature of one of its constituents
    • C09K3/1021—Polyurethanes or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2190/00—Compositions for sealing or packing joints

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Sealing Material Composition (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Epoxy Resins (AREA)
  • Polyethers (AREA)
CA2686790A 2007-05-01 2008-02-28 Sealant composition comprising polythioether Active CA2686790C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US91516607P 2007-05-01 2007-05-01
US60/915,166 2007-05-01
US11/772,840 US7879955B2 (en) 2007-05-01 2007-07-03 Compositions including a polythioether
US11/772,840 2007-07-03
PCT/US2008/055259 WO2008137198A1 (en) 2007-05-01 2008-02-28 Sealant composition comprising polythioether

Publications (2)

Publication Number Publication Date
CA2686790A1 CA2686790A1 (en) 2008-11-13
CA2686790C true CA2686790C (en) 2012-11-27

Family

ID=39744029

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2686790A Active CA2686790C (en) 2007-05-01 2008-02-28 Sealant composition comprising polythioether

Country Status (13)

Country Link
US (2) US7879955B2 (pt)
EP (1) EP2148897B1 (pt)
JP (1) JP5270665B2 (pt)
KR (1) KR101106838B1 (pt)
CN (1) CN101687993B (pt)
AU (1) AU2008248095B2 (pt)
BR (1) BRPI0810331B1 (pt)
CA (1) CA2686790C (pt)
ES (1) ES2634154T3 (pt)
HK (1) HK1139164A1 (pt)
MX (1) MX2009011774A (pt)
RU (1) RU2444537C2 (pt)
WO (1) WO2008137198A1 (pt)

Families Citing this family (72)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7622548B2 (en) * 2003-07-11 2009-11-24 Prc Desoto International, Inc. Epoxy- or amine/hydroxy-capped polythioethers
US7879955B2 (en) * 2007-05-01 2011-02-01 Rao Chandra B Compositions including a polythioether
US20090220700A1 (en) * 2008-02-28 2009-09-03 Carl Peres Coating Composition And Method Of Application
US7875666B2 (en) 2008-04-24 2011-01-25 Prc-De Soto International, Inc. Thioethers, methods for their preparation, and compositions including such thioethers
US8466220B2 (en) * 2008-04-24 2013-06-18 PRC DeSoto International, Inc Thioethers, methods for their preparation, and compositions including such thioethers
US10047259B2 (en) * 2010-08-13 2018-08-14 Prc-Desoto International, Inc. Methods for making cured sealants by actinic radiation and related compositions
US9080004B2 (en) * 2010-10-07 2015-07-14 Prc-Desoto International, Inc. Diethylene glycol monomethyl ether resistant coating
US8541513B2 (en) * 2011-03-18 2013-09-24 Prc-Desoto International, Inc. Terminal-modified difunctional sulfur-containing polymers, compositions thereof and methods of use
US8507617B2 (en) * 2011-03-18 2013-08-13 Prc-Desoto International, Inc. Polyurea compositions and methods of use
US9580635B2 (en) 2011-03-18 2017-02-28 Prc-Desoto International, Inc. Polyurea compositions and methods of use
US8816044B2 (en) * 2011-09-21 2014-08-26 PRC DeSoto International, Inc Flexible polyamines, flexible amine-terminated adducts, compositions thereof and methods of use
US8729216B2 (en) * 2011-03-18 2014-05-20 Prc Desoto International, Inc. Multifunctional sulfur-containing polymers, compositions thereof and methods of use
CN102432880B (zh) * 2011-09-09 2013-06-19 北京航空航天大学 一种水溶性聚硫醚及合成方法
US20130079485A1 (en) * 2011-09-22 2013-03-28 Prc-Desoto International, Inc. Sulfur-containing polyureas and methods of use
US8901256B2 (en) * 2012-01-12 2014-12-02 Prc-Desoto International, Inc. Polythioethers, moisture curable compositions and methods for their manufacture and use
US9056949B2 (en) 2013-06-21 2015-06-16 Prc-Desoto International, Inc. Michael addition curing chemistries for sulfur-containing polymer compositions employing bis(sulfonyl)alkanols
US9018322B2 (en) 2012-06-21 2015-04-28 FRC-DeSoto International, Inc. Controlled release amine-catalyzed, Michael addition-curable sulfur-containing polymer compositions
US8952124B2 (en) 2013-06-21 2015-02-10 Prc-Desoto International, Inc. Bis(sulfonyl)alkanol-containing polythioethers, methods of synthesis, and compositions thereof
US8871896B2 (en) 2012-06-21 2014-10-28 Prc Desoto International, Inc. Michael addition curing chemistries for sulfur-containing polymer compositions
US9303149B2 (en) 2012-06-21 2016-04-05 Prc-Desoto International, Inc. Adhesion promoting adducts containing metal ligands, compositions thereof, and uses thereof
FR2997079B1 (fr) * 2012-10-24 2015-01-23 Michelin & Cie Polyamine polyaromatique soufree utilisable pour la synthese de polyuree
US9062162B2 (en) 2013-03-15 2015-06-23 Prc-Desoto International, Inc. Metal ligand-containing prepolymers, methods of synthesis, and compositions thereof
JP6436988B2 (ja) 2013-10-29 2018-12-12 ピーアールシー−デソト インターナショナル，インコーポレイティド 金属リガンド含有プレポリマー、その合成方法、及びその組成物
US9611359B2 (en) 2013-10-29 2017-04-04 Prc-Desoto International, Inc. Maleimide-terminated sulfur-containing polymers, compositions thereof, and uses thereof
US9328274B2 (en) * 2014-03-07 2016-05-03 Prc-Desoto International, Inc. Michael acceptor-terminated urethane-containing fuel resistant prepolymers and compositions thereof
US9518197B2 (en) 2014-03-07 2016-12-13 Prc-Desoto International, Inc. Cure-on-demand moisture-curable urethane-containing fuel resistant prepolymers and compositions thereof
US9328275B2 (en) 2014-03-07 2016-05-03 Prc Desoto International, Inc. Phosphine-catalyzed, michael addition-curable sulfur-containing polymer compositions
WO2015171605A1 (en) 2014-05-06 2015-11-12 Aviation Devices & Electronic Components, L.L.C. A thin gel gasket and a method of making and using the same
AU2015276427B2 (en) * 2014-06-19 2018-10-18 Huntsman International Llc Silylated polyurethanes
BR112016030799A2 (pt) * 2014-06-30 2017-08-22 Prc Desoto Int Inc Composição e método para vedar uma superfície
US9765888B2 (en) 2014-07-15 2017-09-19 The Patent Well LLC Polyurea perimeter seal for an aircraft antenna or other aircraft part
US10052817B2 (en) 2014-07-15 2018-08-21 The Patent Well LLC Polyurea perimeter seal for an aircraft antenna or other aircraft part
US9382448B2 (en) * 2014-08-29 2016-07-05 Prc-Desoto International, Inc. Polythioether sealants with enhanced thermal resistance
CA2968670C (en) 2014-11-24 2019-08-27 Ppg Industries Ohio, Inc. Methods for reactive three-dimensional printing by extrusion
CN107108890B (zh) * 2014-12-04 2020-04-24 Prc-迪索托国际公司 通过光化辐射制造固化的密封剂的方法和相关的组合物
US9422451B2 (en) 2015-01-09 2016-08-23 Prc-Desoto International, Inc. Low density fuel resistant sulfur-containing polymer compositions and uses thereof
CA2976436A1 (en) 2015-02-13 2016-08-18 3M Innovative Properties Company Cold-tolerant sealants and components thereof
CA2981852A1 (en) 2015-04-08 2016-10-13 Aviation Devices & Electronic Components, L.L.C. A metal mesh with a low electrical resistance conversion coating for use with aircraft structures
US9951252B2 (en) 2015-08-10 2018-04-24 Prc-Desoto International, Inc. Moisture-curable fuel-resistant sealant systems
DE102015012660A1 (de) * 2015-10-01 2017-04-06 Technogel Gmbh Weicher isocyanatvernetzter Polymerwerkstoff und zugehörige Erzeugnisse
US9777139B2 (en) 2015-10-26 2017-10-03 Prc-Desoto International, Inc. Reactive antioxidants, antioxidant-containing prepolymers, and compositions thereof
US9902799B2 (en) 2015-11-11 2018-02-27 Prc-Desoto International, Inc. Urethane-modified prepolymers containing pendent alkyl groups, compositions and uses thereof
CA3018595A1 (en) 2016-03-30 2017-10-05 The Patent Well LLC A clear sprayable sealant for aircraft parts and assemblies
US10370561B2 (en) 2016-06-28 2019-08-06 Prc-Desoto International, Inc. Urethane/urea-containing bis(alkenyl) ethers, prepolymers prepared using urethane/urea-containing bis(alkenyl) ethers, and uses thereof
US9920006B2 (en) 2016-06-28 2018-03-20 Prc-Desoto International, Inc. Prepolymers exhibiting rapid development of physical properties
CN109661412B (zh) * 2016-08-08 2021-06-08 Prc-迪索托国际公司 可光化辐射固化的含氨基甲酸酯/脲的航天涂料和密封剂
KR20190077500A (ko) 2016-11-04 2019-07-03 피알시-데소토 인터내쇼날, 인코포레이티드 황-함유 폴리(알케닐)에테르, 황-함유 폴리(알케닐)에테르를 혼입한 예비중합체, 및 이들의 용도
US10273391B2 (en) 2017-01-11 2019-04-30 Prc-Desoto International, Inc. Delayed curing catalysts for thiol/epoxy reactions
US11655340B2 (en) 2017-06-09 2023-05-23 Prc-Desoto International, Inc. Dual cure sealants
US10597565B2 (en) 2017-07-07 2020-03-24 Prc-Desoto International, Inc. Hydraulic fluid and fuel resistant sealants
US10434704B2 (en) 2017-08-18 2019-10-08 Ppg Industries Ohio, Inc. Additive manufacturing using polyurea materials
US10351674B2 (en) 2017-10-17 2019-07-16 Prc-Desoto International, Inc. Sulfur-containing polymeric particles and compositions
US10913807B2 (en) * 2017-12-21 2021-02-09 3M Innovative Properties Company Polymeric compositions prepared with a controlled radical initiator
US11098222B2 (en) 2018-07-03 2021-08-24 Prc-Desoto International, Inc. Sprayable polythioether coatings and sealants
US10843180B2 (en) 2018-10-02 2020-11-24 Prc-Desoto International, Inc. Delayed cure micro-encapsulated catalysts
CN117001994A (zh) 2019-02-11 2023-11-07 Ppg工业俄亥俄公司 密封帽的3d打印
CN113710481A (zh) 2019-02-11 2021-11-26 Ppg工业俄亥俄公司 多层系统和制造多层系统的方法
AU2020221466B2 (en) 2019-02-11 2022-12-15 Ppg Industries Ohio, Inc. Methods of making chemically resistant sealing components
US11015097B2 (en) 2019-03-06 2021-05-25 Prc-Desoto International, Inc. Chemically resistant sealant compositions and uses thereof
US11015057B2 (en) 2019-04-03 2021-05-25 Prc-Desoto International, Inc. Dual-cure compositions
CN110669192A (zh) * 2019-10-21 2020-01-10 山东益丰生化环保股份有限公司 一种硫醇改性聚氨酯胶粘剂预聚物及其制备方法
US11608458B2 (en) 2019-12-19 2023-03-21 Prc-Desoto International, Inc. Adhesion-promoting interlayer compositions containing organic titanates/zirconates and methods of use
US11173692B2 (en) 2019-12-19 2021-11-16 Prc-Desoto International, Inc. Free radical polymerizable adhesion-promoting interlayer compositions and methods of use
US11466125B2 (en) 2019-12-19 2022-10-11 Prc-Desoto International, Inc. Low nucleation temperature polythioether prepolymers and uses thereof
US11624007B2 (en) 2020-01-29 2023-04-11 Prc-Desoto International, Inc. Photocurable adhesion-promoting compositions and methods of use
US11214666B2 (en) 2020-04-15 2022-01-04 Prc-Desoto International, Inc. Controlling cure rate with wetted filler
WO2022177863A1 (en) 2021-02-16 2022-08-25 Prc-Desoto International, Inc. Compositions containing a free radical polymerization initiator
AU2022252479A1 (en) 2021-03-29 2023-10-12 Prc-Desoto International, Inc. Hybrid dual cure compositions
EP4330311A1 (en) 2021-04-27 2024-03-06 PPG Industries Ohio Inc. Multiple cure coreactive compositions for additive manufacturing and uses thereof
CN118055810A (zh) 2021-09-02 2024-05-17 Prc-迪索托国际公司 用于高粘度材料的施涂器
CA3235109A1 (en) 2021-11-10 2023-05-19 Andrew P. LOUGHNER Linear sealing components and methods and compositions for additively manufacturing thereof
WO2023164445A1 (en) 2022-02-23 2023-08-31 Ppg Industries Ohio, Inc. Conductive articles and methods for additive manufacturing thereof

Family Cites Families (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1048408B (de) * 1957-09-13 1959-01-08 Farbenfabriken Bayer Aktien gesellschaft, Leverkusen Baverwerk Verfahren zur Herstellung von -vernetzten Kunst stoffen auf Basis lsocyanatmodifizicrter Polyether und Polythioather
DE2243628A1 (de) * 1972-09-06 1974-03-14 Bayer Ag Polymere mit alkoxysilyl-substituierten biuretgruppen und verfahren zu ihrer herstellung
US4366307A (en) * 1980-12-04 1982-12-28 Products Research & Chemical Corp. Liquid polythioethers
WO1982001879A1 (en) * 1980-12-04 1982-06-10 Singh Hakam Linear liquid polythioethers
US5204385A (en) * 1990-11-27 1993-04-20 Reichhold Chemicals, Inc. Water reducible epoxy resin curing agent
AU9179391A (en) 1990-12-20 1992-07-22 American Fuel Cell And Coated Fabrics Company Polythioether polyurethane fuel cell
US6372849B2 (en) 1997-02-19 2002-04-16 Prc-Desoto International, Inc. Sealants and potting formulations including polymers produced by the reaction of a polythiol and polyvinyl ether monomer
US6509418B1 (en) 1997-02-19 2003-01-21 Prc-Desoto International, Inc. Sealants and potting formulations including mercapto-terminated polymers produced by the reaction of a polythiol and polyvinyl ether monomer
BR9812092A (pt) * 1997-02-19 2000-11-21 Courtaulds Aerospace Inc Politioéter, método para a produção do poliéster e composição polimerizável
US5912319A (en) 1997-02-19 1999-06-15 Courtaulds Aerospace, Inc. Compositions and method for producing fuel resistant liquid polythioether polymers with good low temperature flexibility
US6590011B1 (en) * 2000-05-01 2003-07-08 Polymeright, Inc. Radiation initiated epoxy-amine systems
US6800371B2 (en) * 2001-03-07 2004-10-05 3M Innovative Properties Company Adhesives and adhesive compositions containing thioether groups
US20060241273A1 (en) 2001-11-16 2006-10-26 Bojkova Nina V High impact poly (urethane urea) polysulfides
US20040138401A1 (en) * 2002-11-05 2004-07-15 Nina Bojkova High impact poly (urethane urea) polysulfides
US20050282991A1 (en) * 2001-11-16 2005-12-22 Bojkova Nina V High impact poly (urethane urea) polysulfides
EP2325234B1 (en) * 2002-12-20 2017-03-29 PPG Industries Ohio, Inc. High impact poly(urethane urea) polysulfides
US7067612B2 (en) * 2003-01-30 2006-06-27 Prc-Desoto International, Inc. Preformed compositions in shaped form
US7097883B2 (en) * 2003-06-05 2006-08-29 Ppg Industries Ohio, Inc. Low temperature liquid polythioether polymers
US7622548B2 (en) * 2003-07-11 2009-11-24 Prc Desoto International, Inc. Epoxy- or amine/hydroxy-capped polythioethers
US20050010003A1 (en) 2003-07-11 2005-01-13 Prc-Desoto International, Inc. Epoxy-capped polythioethers
US20050245695A1 (en) 2004-04-30 2005-11-03 Cosman Michael A Polymer blend and compositions and methods for using the same
EP2559721B1 (en) * 2006-05-05 2015-01-07 PPG Industries Ohio, Inc. Compositions and articles prepared from thioether functional oligomeric polythiols
US7569163B2 (en) * 2007-03-16 2009-08-04 Prc Desoto International, Inc. Polythioether amine resins and compositions comprising same
US7879955B2 (en) * 2007-05-01 2011-02-01 Rao Chandra B Compositions including a polythioether

Also Published As

Publication number Publication date
WO2008137198A1 (en) 2008-11-13
EP2148897A1 (en) 2010-02-03
BRPI0810331B1 (pt) 2018-06-26
AU2008248095A1 (en) 2008-11-13
ES2634154T3 (es) 2017-09-26
CN101687993B (zh) 2013-06-12
RU2444537C2 (ru) 2012-03-10
US7879955B2 (en) 2011-02-01
BRPI0810331A2 (pt) 2014-10-14
MX2009011774A (es) 2009-12-15
JP5270665B2 (ja) 2013-08-21
HK1139164A1 (en) 2010-09-10
KR20100009579A (ko) 2010-01-27
CA2686790A1 (en) 2008-11-13
EP2148897B1 (en) 2017-05-31
RU2009144264A (ru) 2011-06-10
AU2008248095B2 (en) 2011-02-24
US20110092639A1 (en) 2011-04-21
CN101687993A (zh) 2010-03-31
JP2010526173A (ja) 2010-07-29
US8138273B2 (en) 2012-03-20
US20090012244A1 (en) 2009-01-08
KR101106838B1 (ko) 2012-01-19

Similar Documents

Publication Publication Date Title
CA2686790C (en) Sealant composition comprising polythioether
US8466220B2 (en) Thioethers, methods for their preparation, and compositions including such thioethers
CA2722281C (en) Thioethers, methods for their preparation, and compositions including such thioethers
JP5936221B2 (ja) 硫黄含有ポリ尿素およびその使用方法
JP6513653B2 (ja) マレイミド末端硫黄含有ポリマー、その組成物、及びその使用
JP2011505429A (ja) ポリ尿素／ポリチオ尿素コーティング
JP5913597B2 (ja) 可撓性ポリアミン、可撓性のアミンが末端にある付加物、およびその組成物、ならびに使用方法

Legal Events

Date Code Title Description
EEER Examination request